Rolling Oaks Homes with Pool Community Features

Rolling Oaks Homes with Pool Community Features

Welcome to Rolling Oaks, a picturesque subdivision nestled in the heart of Kissimmee, Florida, in the vibrant Osceola County. This charming community is designed for those who appreciate a blend of comfort, style, and convenience, making it a perfect place to call home.

Rolling Oaks is renowned for its stunning homes, many of which feature private pools, offering residents a refreshing oasis right in their backyards. Imagine soaking up the Florida sun or hosting delightful barbecues with friends and family by your very own pool. The community is characterized by beautifully landscaped streets, creating a serene atmosphere that invites leisurely strolls and friendly neighborly chats.

Not only does Rolling Oaks provide a tranquil living environment, but it also boasts an array of community features that enhance your lifestyle. Residents enjoy easy access to local parks, playgrounds, and walking trails, making it an ideal setting for families and outdoor enthusiasts alike. The nearby shopping centers, dining options, and entertainment venues ensure that you have everything you need just a stone's throw away.

Kissimmee is known for its rich cultural heritage and proximity to world-renowned attractions, including Walt Disney World and Universal Studios. This makes Rolling Oaks not just a place to live, but a gateway to exciting adventures and experiences.

Whether you’re a first-time homebuyer or looking to upgrade, Rolling Oaks offers a diverse selection of homes with pools that cater to various lifestyles. Come discover the charm of Rolling Oaks, where your dream home awaits amidst the beauty of Florida living!

Newest Rolling Oaks Homes with Pool Community Features

$615,000
3 Beds 2 Baths Rolling Oaks SubDv. 34747 Zip Code
**Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages in the community with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from both private balconies and a lifestyle unlike any other. **Unlike heavily rented vacation homes, this residence has been privately enjoyed and carefully maintained**, giving it a like-new feel without the wear and tear often associated with short-term rental properties. Whether you're looking for a primary residence, vacation home, or investment property, this home is eligible for short-term rentals and can easily be placed into the resort's rental program if desired. Inside, you'll find numerous upgrades, including tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces that are both stylish and functional. The thoughtfully selected coastal décor perfectly complements the home's character and inviting atmosphere. The spacious kitchen opens seamlessly to the living and dining areas, creating the perfect space for entertaining family and friends. One of the home's most desirable features is its two private waterfront balconies—one on each level—where you can enjoy peaceful water views, your morning coffee, or spectacular Florida sunsets. Margaritaville Resort Orlando offers an exceptional resort lifestyle with multiple resort pools, a fitness center, live entertainment, shopping, dining, Island H2O Water Park, and the vibrant Promenade at Sunset Walk featuring restaurants, bars, boutiques, and year-round entertainment. Located just minutes from Walt Disney World and Orlando's other world-famous attractions, this rare waterfront property offers an outstanding opportunity as a primary residence, second home, or income-producing investment.

8117 Surf Street, Kissimmee

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